Phenyliodine Bis(trifluoroacetate)-Mediated Oxidative C鈥揅 Bond Formation: Synthesis of 3-Hydroxy-2-oxindoles and Spirooxindoles from Anilides

详细信息    查看全文

• 作者：Junwei Wang ; Yucheng Yuan ; Rui Xiong ; Daisy Zhang-Negrerie ; Yunfei Du ; Kang Zhao
• 刊名：Organic Letters
• 出版年：2012
• 出版时间：May 4, 2012
• 年：2012
• 卷：14
• 期：9
• 页码：2210-2213
• 全文大小：256K
• 年卷期：v.14,no.9(May 4, 2012)
• ISSN：1523-7052

文摘

The reaction of phenyliodine bis(trifluoroacetate) (PIFA) with a series of anilides 1 (E = CO₂Et) in CF₃CH₂OH was found to give 3-hydroxy-2-oxindole derivatives 2, while that with various anilides 1鈥?(E = CON(R⁴)Ar) afforded the C₂-symmetric or unsymmetric spirooxindoles 3. These processes feature a metal-free oxidative C(sp²)鈥揅(sp³) bond formation, followed by oxidative hydroxylation or spirocyclization.